Greek Islands holidays
There are thousands of Greek Islands, but only a couple of hundred or so that are inhabited. Divided into clusters, east, south and west of the mainland, go sailing in the Cyclades or Ionian islands, hiking on Crete, scuba diving off Rhodes, the largest of the Dodecanese Islands, or yoga on Skyros, one of the more remote Sporades. With archaeological treats everywhere, beaches at every turn, Greek Islands holidays are Hellenic heaven. In a cluster.
91 Greek Islands holidays found
Greek Islands sailing holiday, Santorini to Mykonos
Sapphire waters, whitewashed villages & history laden ruins
From £1,155£908 to £1,300 8 days ex flights
Small group travel:
2022: 4 Jun, 18 Jun, 2 Jul, 16 Jul, 30 Jul, 13 Aug, 27 Aug
2023: 6 May, 9 May, 20 May, 1 Jun, 3 Jun, 17 Jun, 25 Jun, 1 Jul, 15 Jul, 18 Jul, 29 Jul, 10 Aug, 12 Aug, 26 Aug, 3 Sep, 9 Sep, 23 Sep, 26 Sep
2023: 6 May, 9 May, 20 May, 1 Jun, 3 Jun, 17 Jun, 25 Jun, 1 Jul, 15 Jul, 18 Jul, 29 Jul, 10 Aug, 12 Aug, 26 Aug, 3 Sep, 9 Sep, 23 Sep, 26 Sep
Up to £260 off selected dates.
Late availability on these dates: 04 Jun, 18 Jun, 02 Jul, 16 Jul, 30 Jul, 13 Aug, 27 Aug
Late availability on these dates: 04 Jun, 18 Jun, 02 Jul, 16 Jul, 30 Jul, 13 Aug, 27 Aug
Rhodes family activity holiday in Greece
Explore beautiful Rhodes with your family
From €1,250 8 days ex flights
Small group travel:
2022: 2 Jul, 9 Jul, 16 Jul, 23 Jul, 30 Jul, 6 Aug, 13 Aug, 20 Aug
Naxos and the small Cyclades walking holiday, Greece
Walk and discover Naxos and the unspoilt Small Cyclades
From £592 to £914 10 days ex flights
Small group travel:
2022: 28 May, 4 Jun, 3 Sep, 10 Sep, 17 Sep, 24 Sep, 1 Oct, 8 Oct, 15 Oct, 22 Oct, 29 Oct, 5 Nov
Luxury Greek Island holiday villa
Organic country estate by the sea on Greek island of Ithaca
From €2,495 to €4,950 per week (sleeps 4-6)
Accommodation
We have kept our rates at 2019 prices and you can save 10% on top of this. This is the best time of year to be here - sunshine,sea, silence, flowers and walks but mostly to do nothing but enjoy nature-without moving from your chaise lounge!
Travel Team
If you would like some help or advice, or just want to discuss your ideas for your next trip, do give us a call.
Sailing holiday in the Aegean Sea
Unique sailing adventure off the beaten track in Greece
From £502 to £613 7 days ex flights
Small group travel:
2022: 28 May, 4 Jun, 11 Jun, 18 Jun, 25 Jun, 30 Jul, 20 Aug, 27 Aug, 3 Sep, 10 Sep, 17 Sep, 24 Sep, 1 Oct, 8 Oct, 15 Oct, 22 Oct, 29 Oct
Greek island hiking holiday in Serifos
Hike to hill-top villages, a monastery, a winery
From €375 5 days ex flights
Small group travel:
2022: 28 May, 4 Jun, 11 Jun, 18 Jun, 25 Jun, 2 Jul, 9 Jul, 16 Jul, 23 Jul, 30 Jul, 6 Aug, 13 Aug, 20 Aug, 27 Aug, 3 Sep, 10 Sep, 17 Sep, 24 Sep, 1 Oct, 8 Oct, 15 Oct, 22 Oct
Ancient Greece & beach holiday, small group
10-Day tour of Greece including the Island of Santorini
From £1,699 to £2,279 10 days ex flights
Small group travel:
2022: 4 Jun, 11 Jun, 18 Jun, 25 Jun, 2 Jul, 9 Jul, 16 Jul, 23 Jul, 30 Jul, 6 Aug, 13 Aug, 20 Aug, 27 Aug, 3 Sep, 10 Sep, 17 Sep, 24 Sep, 1 Oct, 8 Oct, 15 Oct, 22 Oct, 29 Oct, 5 Nov, 12 Nov, 19 Nov, 26 Nov, 3 Dec, 10 Dec, 17 Dec
Island hopping cruise in Greece
Classic small ship cruise to Greek Islands & Ephesus
From £1,935 8 days ex flights
Small group travel
Cyclades walking holidays in Greece
A gently active holiday in the Cyclades
From £1,699 to £1,979 8 days inc UK flights
Small group travel:
2022: 5 Jun, 2 Oct, 9 Oct, 23 Oct
2023: 19 Mar, 2 Apr, 16 Apr, 7 May, 14 May, 4 Jun, 18 Jun, 3 Sep, 17 Sep, 1 Oct, 8 Oct, 15 Oct, 22 Oct
2023: 19 Mar, 2 Apr, 16 Apr, 7 May, 14 May, 4 Jun, 18 Jun, 3 Sep, 17 Sep, 1 Oct, 8 Oct, 15 Oct, 22 Oct
Late availability on these dates: 05 Jun
Karpathos and Rhodos walking & cultural holiday, Greece
Beautiful hikes, cultural walks and swimming every day!
From €1,453 12 days ex flights
Tailor made:
This trip can be tailor made throughout the year to suit your requirements
Walking holiday in Corfu, Greece
Hillside villages, whitewashed monasteries and quiet beaches
From £1,787 to £2,093 15 days inc UK flights
Small group travel:
2022: 28 May, 24 Sep, 8 Oct
2023: 22 Apr, 6 May, 20 May, 16 Sep, 30 Sep, 14 Oct
2023: 22 Apr, 6 May, 20 May, 16 Sep, 30 Sep, 14 Oct
Late availability on these dates: 28 May
Walking holiday in Crete
Hike the Samaria Gorge and enjoy the beaches and simple life
From £993 to £1,296 8 days inc UK flights
Small group travel:
2022: 10 Sep, 17 Sep, 8 Oct
2023: 29 Apr, 6 May, 13 May, 9 Sep, 16 Sep, 7 Oct
2023: 29 Apr, 6 May, 13 May, 9 Sep, 16 Sep, 7 Oct
Dolphin conservation holiday in Greece
Holiday on stunning Greek Island with daily dolphin tours
From €780 to €850 7 days ex flights
Small group travel:
2022: 20 Jun, 25 Jul, 8 Aug, 15 Aug, 27 Aug, 5 Sep
Greek Island cruising holiday
Discover a side of Greece riddled with myth and magic.
From £2,890£2,023 to £3,750£2,124 9 days ex flights
Small group travel:
2022: 16 Jun, 7 Jul, 21 Jul, 4 Aug, 11 Aug
Up to £910 off selected dates.
Late availability on these dates: 16 Jun, 07 Jul, 21 Jul, 04 Aug, 11 Aug
Late availability on these dates: 16 Jun, 07 Jul, 21 Jul, 04 Aug, 11 Aug
Travel Team
If you would like some help or advice, or just want to discuss your ideas for your next trip, do give us a call.
Cyclades walking & island hopping holiday, Greece
Walk and explore nature of Naxos, Small Cyclades & Santorini
From £846 to £1,280 14 days ex flights
Small group travel:
2022: 28 May, 10 Sep, 24 Sep, 8 Oct, 22 Oct, 5 Nov
Sailing holiday in Greece, Mykonos to Santorini
The boat, the beach and inviting Greek villages
From £1,110£1,029 to £1,300 8 days ex flights
Small group travel:
2022: 11 Jun, 25 Jun, 23 Jul, 6 Aug, 20 Aug, 17 Sep, 1 Oct
2023: 13 May, 16 May, 27 May, 8 Jun, 10 Jun, 24 Jun, 2 Jul, 8 Jul, 22 Jul, 25 Jul, 5 Aug, 17 Aug, 19 Aug, 2 Sep, 10 Sep, 16 Sep, 30 Sep, 3 Oct
2023: 13 May, 16 May, 27 May, 8 Jun, 10 Jun, 24 Jun, 2 Jul, 8 Jul, 22 Jul, 25 Jul, 5 Aug, 17 Aug, 19 Aug, 2 Sep, 10 Sep, 16 Sep, 30 Sep, 3 Oct
Up to £100 off selected dates.
Late availability on these dates: 11 Jun, 25 Jun, 23 Jul, 06 Aug, 20 Aug
Late availability on these dates: 11 Jun, 25 Jun, 23 Jul, 06 Aug, 20 Aug
Cyclades walking holiday, Greece
Walk ancient paths and enjoy stunning Cycladic sceneries
From £592 to £640 7 days ex flights
Small group travel:
2022: 28 May, 4 Jun, 4 Sep, 11 Sep, 18 Sep, 25 Sep, 2 Oct, 9 Oct, 16 Oct, 23 Oct, 30 Oct
Cyclades sailing & walking holiday in Greece
Combine a sailing & hiking adventure around the Cyclades
From £712 to £791 7 days ex flights
Small group travel:
2022: 28 May, 4 Jun, 11 Jun, 18 Jun, 25 Jun, 2 Jul, 9 Jul, 16 Jul, 23 Jul, 30 Jul, 28 Aug, 4 Sep, 11 Sep, 18 Sep, 25 Sep, 2 Oct, 9 Oct, 16 Oct, 23 Oct, 30 Oct
Kefalonia, Lefkada & Ithaki walking holiday
Walk with us and explore the lush, green Ionian islands
From £697 to £1,112 10 days ex flights
Small group travel:
2022: 28 May, 4 Jun, 11 Jun, 18 Jun, 4 Sep, 11 Sep, 18 Sep, 25 Sep, 2 Oct, 9 Oct, 16 Oct, 23 Oct, 30 Oct
Health & wellbeing holiday in Greece
Comedy, mindfulness and wellbeing workshops in Greece
From £795 to £1,425 14 days ex flights
Small group travel:
2022: 28 May, 4 Jun, 11 Jun, 18 Jun
Spaces available on our Health and Well Being workshops
Writing courses in Greece
Learn from distinguished writers in an idyllic setting
From £795 to £1,425 14 days ex flights
Small group travel:
2022: 28 May, 4 Jun, 11 Jun, 18 Jun
Spaces available on our writing retreats
Greece sailing holiday for families
Sailing trip for families/friends in Greek islands
From €4,000 to €5,600 8 days ex flights
Small group travel:
2022: 4 Jun, 11 Jun, 18 Jun, 25 Jun, 2 Jul, 9 Jul, 16 Jul, 23 Jul, 30 Jul, 6 Aug, 13 Aug, 20 Aug, 27 Aug, 3 Sep, 10 Sep, 17 Sep, 24 Sep
Classical Greece small ship crusie holiday
Ancient history through crystal blue waters!
From €2,250 to €3,900 8 days ex flights
Small group travel:
2022: 27 May, 3 Jun, 10 Jun, 17 Jun, 24 Jun, 1 Jul, 8 Jul, 15 Jul, 22 Jul, 29 Jul, 5 Aug, 12 Aug, 19 Aug, 26 Aug, 2 Sep, 9 Sep, 16 Sep, 23 Sep, 30 Sep, 7 Oct, 14 Oct, 21 Oct, 28 Oct
2023: 21 Apr
2023: 21 Apr
Small group sailing in Saronic Greek Islands
Luxury sailing in the Greek islands with mythical adventures
From €2,750 8 days ex flights
Small group travel:
2022: 2 Jul, 9 Jul
Greek Aegean Island hopping holiday
Get on board and visit ten stunning Aegean islands
From €2,400 to €3,650 8 days ex flights
Small group travel:
2022: 1 Jul, 15 Jul, 16 Sep
Greek Cyclades island hopping cruise
Greek Island Hopping, Sandy beaches and Clear azure waters
From €2,070 to €3,450 8 days ex flights
Small group travel:
2022: 27 May, 3 Jun, 10 Jun, 17 Jun, 24 Jun, 1 Jul, 8 Jul, 15 Jul, 22 Jul, 29 Jul, 5 Aug, 12 Aug, 19 Aug, 26 Aug, 2 Sep, 9 Sep, 16 Sep, 23 Sep, 30 Sep, 7 Oct, 14 Oct, 21 Oct
Greek Island hopping holiday, Naxos & Santorini
-A variety of highlights across beautiful Greece!
From £890 10 days ex flights
Tailor made:
This trip can be tailor made throughout the year to suit your requirements
Luxury sailing holiday in the Aegean
Luxury sailing the Aegean, while reliving mythical tales
From €2,340 to €2,940 8 days ex flights
Tailor made:
This holiday is chartering the whole catamaran, minimum 6, maximum 10. Sailing Season is from May 28 to Oct 1
Family active break in Ithaca, Greece
Family active fun with water sports in an unspoiled island.
From £699 to £1,499 6 days ex flights
Tailor made:
This trip can be tailor made throughout the year to suit your requirements
Saronic Greek Islands luxury cruise
Luxury sailing Greek islands, while reliving mythical tales
From €2,100 to €2,860 8 days ex flights
Tailor made:
This holiday is chartering the whole catamaran, minimum 6, maximum 10. Sailing Season is from May 28 to Oct 1
